Reporting to the Deputy Head (“DHOD”), the Chief Analyst, directs and supervises the work of an assigned team to ensure that the activities and records of licensees are in compliance with regulatory requirements (as detailed within the Regulatory Handbook, the Insurance Act, 2010, and Monetary Authority Act, and conducts complex research and project management to ensure best regulatory practices are employed. In addition, the Chief Analyst is responsible for monitoring an assigned portfolio of licensees and participating in risk-focused on-site inspections, as well as providing guidance and overseeing the work of a team of Senior Analysts. Effectively manage risk in the execution of responsibilities, including the identification and communication of potential risks to their HODs/DHODs.
Plans, delegates and evaluates the off-site monitoring process (this process includes amongst other things, licensing entities; responding to requests from other regulatory bodies; assessing and approving business plan changes from licensees; reviewing and assessing the financial statements of licensees),to ensure divisional goals and objectives are achieved and that licensee activities and strategies are in line with regulatory requirements; Manages and/or carries out on-site inspections of licensees, both locally and overseas, reviews and/or prepares inspection reports, reviews and/or determines recommendations for improvement based on findings, and follows up to ensure compliance with recommendations; Liaises with the Legal and Compliance Divisions and acts as the primary point of contact for insurance industry associations and other local regulators on insurance related matters; Monitors those licensees which are out of compliance with the insurance act &/or regulations and supervise their implementation of the prompt resolution i.e. ensuring Analysts and Senior Analysts follow-up on any outstanding corrective action, as agreed with the Authority; Assess and review for appropriateness (re)insurance programmes and other risk factors of insurer licence applicants and make recommendations to the Head of Division; Identifies and conducts investigations on complex and serious regulatory or risk management issues of licensees (such as potential enforcement referrals), determines recommendations for improvements, and follows up to ensure compliance with recommendations; Attends and chairs (and sets the agenda in the absence of the HOD and DHOD) meetings with licensees and representatives of the insurance industry and represents CIMA at international regulator meetings, conferences and industry events; Manages, delegates, and supervises the work of an assigned team to ensure all activities and functions are carried out in accordance with regulatory requirements as detailed within the Regulatory Handbook or pertinent acts (such as the Regulatory Handbook, the Insurance Act, and Monetary Authority Act; Ensures divisional goals and objectives are achieved by clearly planning, directing and communicating performance expectations; Manages staff performance by addressing and/or coaching and directing Senior Analysts to deal with performance deficiencies when they arise – escalates serious and on-going performance issues to the DHOD or HOD; Assesses and conducts the probationary assessments and annual performance appraisal in consultation with the Senior Analysts, and develops and implements the individual learning and development plans; Participates in the recruitment and selection process; Manages and completes projects to ensure divisional regulatory practices and policies are aligned with international standards and best practices (as detailed within the Insurance Core Principles of the IAIS); Prepares and delivers relevant and informative internal/external presentations; Provides recommendations about legislation, regulations, rules, guidance and supervisory practices applicable to the supervision of the Insurance Industry to ensure that they are aligned with international standards and best practices (as detailed within the Insurance Core Principles of the IAIS); Ensures the development and maintenance of procedure manuals and participates in the production of industry statistics; and Prepares and delivers relevant and informative statistical information with respect to changing developments and policies and procedures.
A Bachelor’s degree from an accredited institution in a Finance related field; Six (6) years of cumulative experience in the insurance/reinsurance/risk management industry - 3 years relevant prior management experience and 3 years of Insurance/Reinsurance Supervision experience; Professional insurance qualification through the Chartered Insurance Institute or its equivalent would be an asset; Specialised knowledge of accounting principles and analytical skills to analyze the implications of financial statements as they relate to insurance and reinsurance companies; Significant knowledge of the Cayman Islands’ Insurance Act, regulations, relevant rules, guidance, policies and procedures relating to the supervision of insurance companies or the ability and willingness to quickly acquire such knowledge; Specialised knowledge of insurance and reinsurance theory and practices and emerging insurance supervisory techniques, and up to date knowledge of domestic and international financial and economic events; and Proficiency in Microsoft Office applications, especially MS Excel, Word and PowerPoint. Caymanians, persons possessing Caymanian Status, Permanent Residency, or Residency Employment Rights Certificate are encouraged to apply. Direct applicants only. Applications received from agencies will not be accepted at this time. Salary: CI$92,446 - $114,843 per annum Application Deadline: 7 August 2026 (Only shortlisted candidates will be notified)
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